ATE208363T1 - METHOD FOR PRODUCING UNSATURATED KETONES - Google Patents

METHOD FOR PRODUCING UNSATURATED KETONES

Info

Publication number
ATE208363T1
ATE208363T1 AT98116052T AT98116052T ATE208363T1 AT E208363 T1 ATE208363 T1 AT E208363T1 AT 98116052 T AT98116052 T AT 98116052T AT 98116052 T AT98116052 T AT 98116052T AT E208363 T1 ATE208363 T1 AT E208363T1
Authority
AT
Austria
Prior art keywords
formula
ketals
alcohols
ketones
methyl ketones
Prior art date
Application number
AT98116052T
Other languages
German (de)
Inventor
Joaquim Henrique Dr Teles
Norbert Dr Rieber
Klaus Dr Breuer
Dirk Dr Demuth
Hartmut Prof Dr Hibst
Stefan Dr Kaeshammer
Heinz Dr Etzrodt
Wulf Dr Kaiser
Original Assignee
Basf Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Basf Ag filed Critical Basf Ag
Application granted granted Critical
Publication of ATE208363T1 publication Critical patent/ATE208363T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/513—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an etherified hydroxyl group
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Unsaturated ketones, comprising optionally substituted but-3-enyl and/or buta-2.3-dienyl methyl ketones, are prepared by: (a) reacting allyl alcohols and/or propargyl alcohols with isopropenyl ethers, with formation of ketals as by-product; (b) preparing isopropenyl ethers by catalytic gas phase reaction of ketals with propyne and/or allene; and (c) feeding the ketal from stage (a) into stage (b). The but-3-enyl methyl ketones of formula (Ia) and but-2,3-dienyl methyl ketones of formula (Ib) formed, allyl alcohols of formula (IIa) and/or propargyl alcohols of formula (IIb) and isopropenyl ethers (III) used as starting materials are ketals (IV). R1, R2, R3, R4, R5 = H or (cyclo)alkyl, (cyclo)alkenyl or ar(alk)yl (optionally containing O); or R1R2 = 5-6-membered ring; and R6 = 1-4C alkyl. (III) are prepared by the gas phase reaction of (IV) and propyne or allene at elevated temperature in the presence of a heterogeneous catalyst containing Zn or Cd plus Si and O.
AT98116052T 1997-09-10 1998-08-26 METHOD FOR PRODUCING UNSATURATED KETONES ATE208363T1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19739716A DE19739716A1 (en) 1997-09-10 1997-09-10 Process for the production of unsaturated ketones

Publications (1)

Publication Number Publication Date
ATE208363T1 true ATE208363T1 (en) 2001-11-15

Family

ID=7841858

Family Applications (1)

Application Number Title Priority Date Filing Date
AT98116052T ATE208363T1 (en) 1997-09-10 1998-08-26 METHOD FOR PRODUCING UNSATURATED KETONES

Country Status (6)

Country Link
US (1) US6184420B1 (en)
EP (1) EP0902001B1 (en)
JP (1) JPH11152245A (en)
CN (1) CN1217316A (en)
AT (1) ATE208363T1 (en)
DE (2) DE19739716A1 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10121058A1 (en) * 2001-04-28 2002-10-31 Degussa New process for the production of unsaturated ketones
DE102004003245A1 (en) * 2004-01-21 2005-08-18 Basf Ag Process for the distillative recovery of pure isopropenyl ethers
WO2008092655A1 (en) * 2007-01-30 2008-08-07 Dsm Ip Assets B.V. Process for preparing dienones
EP1953134A1 (en) * 2007-01-30 2008-08-06 DSM IP Assets B.V. Process for preparing dienones
CN102026951B (en) * 2008-05-13 2014-07-30 帝斯曼知识产权资产管理有限公司 Allyl and propargyl ethers
WO2010046199A2 (en) 2008-10-21 2010-04-29 Dsm Ip Assets B.V. Manufacture of gamma-delta-unsaturated ketones
WO2012041948A1 (en) * 2010-10-01 2012-04-05 Dsm Ip Assets B.V. Synthesis of peretinoin
CN109534977B (en) * 2018-12-12 2022-04-22 万华化学集团股份有限公司 Method for synthesizing alpha, gamma-unsaturated dienone from propargyl alcohol and catalyst used in method
CN109503342B (en) * 2019-01-02 2019-11-12 山东新和成维生素有限公司 A kind of preparation method of beta-unsaturated ketone
CN109824478B (en) * 2019-03-15 2020-12-01 西南化工研究设计院有限公司 A new process for co-production of dimethyl hexynediol and diacetone alcohol

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3029287A (en) * 1958-08-01 1962-04-10 Hoffmann La Roche Preparation of unsaturated ketones
US3453317A (en) * 1962-07-11 1969-07-01 Hoffmann La Roche Unsaturated carbonyl compounds and processes
NL295084A (en) 1962-07-11 1900-01-01
US3493619A (en) 1968-09-05 1970-02-03 Givaudan Corp Unsaturated carbonyl compounds
DD265289A3 (en) * 1984-06-11 1989-03-01 Oleg N Temkin PROCESS FOR OBTAINING ISOPROPENYLAETHERS
JPS6110019A (en) 1984-06-22 1986-01-17 Mizusawa Ind Chem Ltd Preparation of synthetic crystalline zinc silicate mineral
DD267629A3 (en) * 1985-10-02 1989-05-10 Mo I Tonkoj Khim Technologii METHOD FOR OBTAINING DUESOPROPENYL ETHERS
DE3722891A1 (en) * 1987-07-10 1989-01-19 Basf Ag METHOD FOR PRODUCING VINYL ETHERS
DE4433949A1 (en) 1994-09-23 1996-03-28 Huels Chemische Werke Ag Process for the preparation of unsaturated ethers
DE19544450A1 (en) * 1995-11-29 1997-06-05 Basf Ag Process for the preparation of enol ethers
DE19649564A1 (en) 1996-11-29 1998-06-04 Basf Ag Process for the production of gamma, delta-unsaturated ketones by reacting tertiary allyl alcohols with alkenyl alkyl ethers
DE19726667A1 (en) * 1997-06-23 1998-12-24 Basf Ag Process for the preparation of enol ethers

Also Published As

Publication number Publication date
DE59802040D1 (en) 2001-12-13
CN1217316A (en) 1999-05-26
EP0902001A1 (en) 1999-03-17
US6184420B1 (en) 2001-02-06
JPH11152245A (en) 1999-06-08
DE19739716A1 (en) 1999-03-11
EP0902001B1 (en) 2001-11-07

Similar Documents

Publication Publication Date Title
Zhang et al. Acylsilanes: valuable organosilicon reagents in organic synthesis
Yamaguchi et al. Heterogeneously catalyzed aerobic cross-dehydrogenative coupling of terminal alkynes and monohydrosilanes by gold supported on OMS-2.
ATE208363T1 (en) METHOD FOR PRODUCING UNSATURATED KETONES
RU2308447C2 (en) Method of synthesis for camptotecin-bound compounds
Hayashi et al. Phosphane Sulfide/Octacarbonyldicobalt‐Catalyzed Pauson–Khand Reaction Under an Atmospheric Pressure of Carbon Monoxide
Barczak et al. Stereoselective synthesis of tetrasubstituted olefins through a halogen-induced 1, 2-silyl migration.
MY122504A (en) Process for the hydroformylation of olefins
ATE356790T1 (en) CONTINUOUS PROCESS FOR PRODUCING HALOGENATED COMPOUNDS
HUP9904348A2 (en) Improved process for the synthesis of protected esters of (s)-3,4-dihydroxybutyric acid
HU0200461D0 (en) Process for condensing aldehydes by ketones in multiphase reaction
US20050020845A1 (en) Process of producing alkoxysilanes
JPH07285972A (en) Production of chloroorganosilicon compound
JPS5581832A (en) Preparation of p-hydroxybenzaldehyde derivatives
Johnson et al. Reactions of benzaldehyde with trialkylsilyl metal carbonyl complexes
DE60210082D1 (en) METHOD FOR PRODUCING CATALYST BASED ON METALLIC CARBENE FOR HYDROSILYLATION OF UNSATURATED COMPOUNDS AND THE CATALYSTS THUS OBTAINED
DE60203900D1 (en) DIRECT SYNTHESIS OF HYDROGEN PEROXIDE IN A MULTICOMPONENT SOLVENT SYSTEM
Murakami et al. A facile synthesis of 1, 5-dienes and β, γ-unsaturated nitriles via trityl perchlorate-catalyzed allylation
US3935265A (en) Vapor phase conversion of aromatic esters to aromatic aldehydes
Loh et al. Indium trifluoride-A Lewis acid catalyst for the addition of TMSCN to aldehydes in water
Krafft et al. New directions for the Morita− Baylis–Hillman reaction; homologous aldol adducts via epoxide opening
DE60309058D1 (en) PROCESS FOR THE PREPARATION OF HALOGENALKYL DIALKYLCHLOROSILANES
JPS56122390A (en) Preparation of bissilylated ethylene
DE502004005760D1 (en) CONTINUOUS PROCESS FOR THE PREPARATION OF METHYLVINYL ETHER
Aggarwal et al. Extension of ring closing metathesis methodology to the synthesis of carbocyclic methyl and silyl enol ethers
DE59707120D1 (en) METHOD FOR THE PRODUCTION OF ALDEHYDES IN THE PRESENCE OF A RHODIUM AND SULFONATED TRIARYLPHOSPHINE AS AN AQUEOUS PHASE CONTAINING A CATALYST

Legal Events

Date Code Title Description
REZ Deleted due to withdrawal
REN Ceased due to non-payment of the annual fee